7,209

Wailea, HI Homes

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    • /47

      Est $2,822,581 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,741 Sq Ft

      3408 Hookipa Place, Kihei, HI 96753

      3408 Hookipa Place, Kihei, HI 96753
  • /50

    $2,999,000

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    736 Mililani Place, Kihei, HI 96753

    736 Mililani Place is an exquisite Maui retreat nestled at the end of a quiet cul-de-sac in the sought-after neighborhood of Maui Meadows. This charming residence combines island-style living with modern comforts, offering central A/C and a spacious 3 bed and 2.5 bath multi-level layout that is perfect for both relaxing and entertaining. Upon entering you’ll be welcomed by a wall of glass patio

    Agent Photo

    Steve Landin

    Keller Williams Realty Maui-Ka

    (808) 862-6146

    736 Mililani Place, Kihei, HI 96753
  • /50

    $2,100,000 Sold Jul 01, 2025

    • 1,852 Sq Ft
    • $1134/SF
    • 358 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2007

    360 Kai Malu Place Unit 49B, Kihei, HI 96753

    Looking for one-level living? This is a Honua Model, the greatly sought-after floor plan with the downstairs Primary Bedroom! Live essentially on one level. Enjoy incredible views and amenities at the Hale including an amazing infinity pool, steam room, sauna and gym. Beautifully located on prestigious Kai Malu Place (the street where the developers' units were), this is a very quiet street with

    Kathy Worley Pali Kai Inc

    360 Kai Malu Place Unit 49B, Kihei, HI 96753
    • /49

      Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 818 Sq Ft

      2695 S Kihei Rd Unit 10-313, Kihei, HI 96753

      2695 S Kihei Rd Unit 10-313, Kihei, HI 96753
  • /50

    $3,377,000

    • 5 Beds
    • 6 Baths
    • 3,753 Sq Ft

    440 Mikioi Place, Kihei, HI 96753

    Behind the rock walls surrounding this 1/2 acre lot lies a tropical oasis that is serene & inviting.The main house, which boasts a big ocean view, was fully remodeled between 2019 and 2022, including new roof, plumbing, electric, owned PV, (leased PV on the ohana units, in-ground fiberglass saline pool, a self-sustaining koi pond + a multitude of koi, outdoor kitchen, outdoor shower,new brick

    Agent Photo

    Karin Carlson

    Hawaii Life (W)

    (808) 865-0671

    440 Mikioi Place, Kihei, HI 96753
  • /50

    $3,200,000 Sold Jun 25, 2025

    • 3,693 Sq Ft
    • $867/SF
    • 2 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2007

    4361 E Waiola Loop, Kihei, HI 96753

    E komo mai to paradise in Wailea Golf Vistas! This 4-bedroom and 5-bath luxury home boasts Haleakala, golf course, and peak-a-boo ocean views. Wailea Golf Vistas is located less than a mile from Wailea-Makena world renowned beaches. Enjoy all the amenities of the Wailea Resorts while residing in a private and gated community. Located on a peaceful enclave within the Wailea Golf Vistas

    Paul Ferrall Coldwell Banker Island Prop-Ku

    4361 E Waiola Loop, Kihei, HI 96753
    • /24

      Est $614,375 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 673,002 Sq Ft

      160 Keonekai Rd Unit 9-101, Kihei, HI 96753

      160 Keonekai Rd Unit 9-101, Kihei, HI 96753
  • /50

    $3,499,000

    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft

    3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753

    Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea Resort, this fully furnished vacation rental unit features high vaulted ceilings, recessed lighting, and two separate lanais to enjoy Maui's incredible sunsets. The modern upgrades include granite countertops, stainless steel

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 468-3828

    3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753
  • /44

    $620,000 Sold Jun 20, 2025

    • 818 Sq Ft
    • $758/SF
    • 68 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1983

    2695 S Kihei Rd Unit 8-104, Kihei, HI 96753

    Aloha! Welcome to your own slice of paradise at Kamaole Sands in South Maui, where resort style living meets island charm. Nestled on 15 acres of lush tropical grounds, this community offers an array amenities including, Tennis Courts, BBQ areas, Pool, Keiki Pool and 2 relaxing Jacuzzis. Located in one of the most sought-after areas in kihei this gem is just minutes from world-class beaches,

    Liza Rivera Keller Williams Realty Maui-Ki

    2695 S Kihei Rd Unit 8-104, Kihei, HI 96753
    • /26

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 673,002 Sq Ft

      160 Keonekai Rd Unit 16-104, Kihei, HI 96753

      160 Keonekai Rd Unit 16-104, Kihei, HI 96753
  • /45

    $549,000

    • 2 Beds
    • 2 Baths
    • 750 Sq Ft

    160 Keonekai Rd Unit 20-201, Kihei, HI 96753

    Keonekai Villages, a pet friendly complex, is nestled between Keonekai Park and Kamaole Beach Park III. Unit 20-201 is a corner unit with a screened lanai from which you actually have a "peek-a-boo" view of the ocean. The unit has been updated with vinyl plank and tile flooring, smooth ceilings throughout, new bathroom vanities, some newer appliances and contemporary wall colors. This unit is

    Agent Photo

    Karin Carlson

    Hawaii Life (W)

    (808) 515-6034

    160 Keonekai Rd Unit 20-201, Kihei, HI 96753
  • /50

    $3,650,000 Sold Jun 20, 2025

    • 2,780 Sq Ft
    • $1313/SF
    • 171 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2007

    3187 Nahenahe Place, Kihei, HI 96753

    Live an elevated life. Perched 500 feet above sea level and 25 to 45 feet above the street, this fully furnished and outfitted, turn-key retreat is a custom-designed master work by architect Greg Bayless: a composition of artful design, natural wonder and seamless functionality. The 3,484 sf interior features a 2,780 sf 3-suite main house and a 704 sf 1-suite guesthouse, ideal for extended family

    Nancy Nevius Coldwell Banker Island Prop(S)

    3187 Nahenahe Place, Kihei, HI 96753
    • /30

      Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 653,400 Sq Ft

      2695 S Kihei Rd Unit 8-306, Kihei, HI 96753

      2695 S Kihei Rd Unit 8-306, Kihei, HI 96753
  • /50

    $2,895,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft

    70 Pukolu Place, Kihei, HI 96753

    Nestled within the highly sought-after gated community of Wailea Kai, this beautifully appointed 3-bedroom, 3-bath residence with an additional den/office offers the essence of tropical luxury just moments from world-famous Keawakapu Beach. Designed for seamless indoor-outdoor living, the chef’s kitchen opens directly to a lush, private pool area—ideal for entertaining or unwinding under the glow

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 862-2805

    70 Pukolu Place, Kihei, HI 96753
  • /50

    $2,475,000 Sold Jun 20, 2025

    • 1,796 Sq Ft
    • $1378/SF
    • 171 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2008

    72 Kainui Loop Unit 70A, Kihei, HI 96753

    PRIVATE LOCATION!!! This beautiful home in Kai Malu-Wailea has the coveted North/South orientation that provides YEAR ROUND OCEAN VIEWS from your private lanai. You can tour this beautiful dream home in the heart of Maui-an exclusive, luxurious condo nestled in the sought after Kai Malu community, usually within an hours notice. Whether you're looking for a serene permanent residence or a

    Carla Lorimor Polaris Pacific

    72 Kainui Loop Unit 70A, Kihei, HI 96753
    • /27

      Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 653,400 Sq Ft

      2695 S Kihei Rd Unit 7-101, Kihei, HI 96753

      2695 S Kihei Rd Unit 7-101, Kihei, HI 96753
  • /33

    $1,575,000

    • 3 Beds
    • 3 Baths
    • 1,832 Sq Ft

    235 Keonekai Rd, Kihei, HI 96753

    A 1bed/1bath 480 sq ft attached Ohana plus a 2 bed/2 bath 1,352 sq ft main dwelling unit add up to this very special 3 bed/3 bath 1,832 sq ft home. There are two covered lanais, one of 224 sq ft adjoins the main dwelling unit and another of 192 sq ft adjoins the Ohana. Additionally, a wide driveway fronts an oversize two car garage. All is set well off the street behind a lava rock wall and is

    Agent Photo

    Gail Swanson

    Hawaiian Style Realty LLC

    (808) 437-7698

    235 Keonekai Rd, Kihei, HI 96753
  • /49

    $1,850,000 Sold Jun 13, 2025

    • 2,660 Sq Ft
    • $695/SF
    • 15 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2004

    98 Ahekolo St, Kihei, HI 96753

    Situated just moments from the North entrance of Keawekapu beach and Wailea’s shimmering turquoise waters, where luxury living and natural beauty blend effortlessly, this stunning 5-bedroom home is tucked away on a peaceful, quiet street in the highly sought-after Kilohana Ridge neighborhood. Positioned along the serene pedestrian pathway, with only neighbors on two sides, this home offers a rare

    Sara Fox Keller Williams Realty Maui-Ki

    98 Ahekolo St, Kihei, HI 96753
    • /13

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 673,002 Sq Ft

      160 Keonekai Rd Unit 11-103, Kihei, HI 96753

      160 Keonekai Rd Unit 11-103, Kihei, HI 96753
  • /48

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft

    2730 Ohina St, Kihei, HI 96753

    Welcome to the highly sought-after Keonekai neighborhood in South Kihei! This gated and fully fenced property offers a private backyard oasis perfect for entertaining. Enjoy stunning ocean and sunset views from the two spacious viewing decks. The entertaining area contains an outdoor wet bar, additional decking and an above ground hot tub in your private backyard space. The home is designed for

    Agent Photo

    Jean Keating

    Coldwell Banker Island Prop-Ku

    (808) 556-7210

    2730 Ohina St, Kihei, HI 96753
  • /50

    $700,000 Sold Jun 13, 2025

    • 890 Sq Ft
    • $787/SF
    • 117 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    2653 S Kihei Rd Unit 201, Kihei, HI 96753

    Aloha and welcome to Maui Parkshore 201 — your serene island haven in the heart of South Maui. This bright and breezy corner unit offers expansive ocean views from the living area and spacious lanai, perfect for enjoying sunsets and the soothing sounds of the sea. Thoughtfully reimagined to open up the kitchen and living space, this retreat features cheerful tile accents, generous cabinetry, two

    Erica Haleakala Hawaii Life (W)

    2653 S Kihei Rd Unit 201, Kihei, HI 96753
    • /30

      Est $3,177,486 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 4,543 Sq Ft

      843 Kumulani Dr, Kihei, HI 96753

      843 Kumulani Dr, Kihei, HI 96753
  • /50

    $1,550,000

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753

    Welcome to Wailea Palms, a premier gated community in South Maui. This beautifully updated 2-bedroom, 2-bathroom second-floor home captures serene ocean views and features luxurious upgrades throughout. The home features bamboo flooring throughout, travertine tile in the kitchen, and ceramic tile in the bathrooms. The kitchen and both bathrooms include granite countertops and remodeled walk-in

    Agent Photo

    Amy Ellul

    Coldwell Banker Island Prop-Ku

    (808) 427-2453

    3150 Wailea Alanui Dr Unit 2504, Kihei, HI 96753
  • /50

    $2,600,000 Sold Jun 13, 2025

    • 1,852 Sq Ft
    • $1404/SF
    • 112 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    109 Hokai Place, Kihei, HI 96753

    Welcome to 109 Hokai Pl, a stunning single-level 3-bedroom, 3-bath home with an added den/office space, perfectly blending modern elegance with island living. Completely remodeled in 2024, this home is loaded with upgrades to enhance your lifestyle. The chef’s kitchen features premium Bertazzoni and GE appliances, including a double oven, and an instant hot water system, perfect for culinary

    Bradley MacArthur Hawaii Life (W)

    109 Hokai Place, Kihei, HI 96753
    • /32

      Est $626,395 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 673,002 Sq Ft

      160 Keonekai Rd Unit 9-204, Kihei, HI 96753

      160 Keonekai Rd Unit 9-204, Kihei, HI 96753
  • /49

    $899,000

    • 1 Bath
    • 484 Sq Ft

    3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753

    Welcome to Wailea Ekahi #3D, a rare studio offering known as the “Treehouse Retreat”. Nestled on the second level, this charming unit boasts high vaulted ceilings and a lanai surrounded by lush greenery, including plumeria flowers, hibiscus, and palm trees creating a peaceful ambiance. The surrounding greenery of this unit really embraces the feeling of privacy with no onlookers able to view

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 229-3115

    3300 Wailea Alanui Dr Unit 3D, Kihei, HI 96753
  • /49

    $3,300,000 Sold Jun 12, 2025

    • 1,574 Sq Ft
    • $2097/SF
    • 28 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2022

    244 Holomoana Way Unit 104 (17D), Wailea, HI 96753

    Experience Luxury Living in the Heart of Wailea’s Award Winning Community, Makali'i at Wailea. This stunning and coveted 3-bedroom, 3-bathroom end unit, Mid-Century Modern townhome, offers the perfect blend of luxury and tranquility. Located in the serene community in Wailea, this home is just a short stroll from world-renowned beaches, 3 resort golf courses, upscale dining, and vibrant shopping

    Carla Lorimor Polaris Pacific

    244 Holomoana Way Unit 104 (17D), Wailea, HI 96753
    • /31

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 750 Sq Ft

      160 Keonekai Rd Unit 16-202, Kihei, HI 96753

      160 Keonekai Rd Unit 16-202, Kihei, HI 96753
  • /47

    $2,990,000 Open Sat 9AM - 6PM

    • 3 Beds
    • 4 Baths
    • 2,526 Sq Ft

    124 Waaula Place, Kihei, HI 96753

    Nestled in a quiet cul-de-sac in the back of the gated Wailea Kai neighborhood, 124 Waaula Way offers the ultimate beach lifestyle combined with modern, luxury island living. The residence recently underwent a complete transformation in 2023, where every aspect of the home was reimagined. Of the improvements, the completion of the primary suite was one of the most ambitious and impressive. A

    Evan Harlow Coldwell Banker Island Prop-KP

    124 Waaula Place, Kihei, HI 96753
  • /43

    $865,804 Sold Jun 12, 2025

    • 908 Sq Ft
    • $954/SF
    • 37 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1990

    155 Wailea Ike Place Unit 92, Kihei, HI 96753

    Grand Champions Villa 92 offers a rare opportunity to own one of Wailea’s most elegantly reimagined residences, where refined design meets panoramic island views in a setting that feels both effortless and extraordinary. Perched above the second green of the Wailea Blue Golf Course, this one-bedroom, two-bathroom retreat has been thoughtfully renovated to create a harmonious blend of comfort,

    Robbie Dein Maui Real Estate Advisors LLC

    155 Wailea Ike Place Unit 92, Kihei, HI 96753
    • /30

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 673,002 Sq Ft

      160 Keonekai Rd Unit 22-202, Kihei, HI 96753

      160 Keonekai Rd Unit 22-202, Kihei, HI 96753
  • /31

    $1,188,000

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    155 Wailea Ike Place Unit 29, Kihei, HI 96753

    The one you’ve been waiting for at Grand Champions: Unit #29! Rarely do these ground floor corner locations become available in the community. From top to bottom, this villa has so much to offer. With beautiful views of Haleakala, this home is conveniently located on the tranquil, back end of the complex. The covered lanai looks east over the Wailea Blue Golf Course, and offers homeowners the

    Dano Sayles Coldwell Banker Island Prop(S)

    155 Wailea Ike Place Unit 29, Kihei, HI 96753
  • /48

    $2,570,000 Sold Jun 12, 2025

    • 1,574 Sq Ft
    • $1633/SF
    • 110 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2021

    172 Holomoana Way Unit 11B, Wailea-Makena, HI 96753

    Nestled in Wailea’s premier location, this exquisite 2-bedroom, 2-bathroom condominium, designed and built by the award-winning Armstrong Development, blends mid-century modern architecture with Hawaiiana elegance. Positioned on the top row, this home offers unparalleled panoramic views of the Pacific Ocean. Haleakala, and the Wailea Blue Golf Course can be seen throughout the property. With

    Napua Banks Island Sotheby's Int'l Rlty(W)

    172 Holomoana Way Unit 11B, Wailea-Makena, HI 96753
    • /32

      Est $645,565 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 673,002 Sq Ft

      160 Keonekai Rd Unit 4-202, Kihei, HI 96753

      160 Keonekai Rd Unit 4-202, Kihei, HI 96753
  • /46

    $1,585,000

    • 1 Bed
    • 2 Baths
    • 966 Sq Ft

    3300 Wailea Alanui Dr Unit 13F, Kihei, HI 96753

    Wailea Ekahi 13F – a premier 1 bed, 2 bath corner unit condo in a prime lower village location with breathtaking ocean views and a serene, private setting. This large and spacious 966 sq. ft. residence features an enclosed extension in the bedroom, where one of two Murphy beds is located, allowing the condo to comfortably accommodate up to six guests. The covered lanai is perfect for outdoor

    Raphael Wellerstein Coldwell Banker Island Prop-Ku

    3300 Wailea Alanui Dr Unit 13F, Kihei, HI 96753
  • /47

    $1,050,000 Sold Jun 10, 2025

    • 952 Sq Ft
    • $1103/SF
    • 36 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1976

    3300 Wailea Alanui Dr Unit 37B, Kihei, HI 96753

    Experience Wailea Ekahi 37B, a beautifully appointed 1-bedroom, 2-bathroom ground floor unit in one of South Maui’s most sought-after beachfront communities. This exquisite condo features elegant travertine stone flooring throughout, seamlessly flowing out to the spacious lanai—perfect for indoor-outdoor island living. Stay cool and comfortable year-round with two efficient split A/C systems and

    Bradley MacArthur Hawaii Life (W)

    3300 Wailea Alanui Dr Unit 37B, Kihei, HI 96753
    • /45

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 750 Sq Ft

      160 Keonekai Rd Unit 10-104, Kihei, HI 96753

      160 Keonekai Rd Unit 10-104, Kihei, HI 96753
  • /45

    $1,595,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,242 Sq Ft

    3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753

    Discover the perfect blend of luxury, privacy, and island charm in this ground-floor, 2-bedroom, 2-bath condo in the highly sought-after Building 10. Nestled alongside the greenbelt, this beautifully, painstakingly maintained unit offers beautiful ocean views from both the dining area and the expansive lanai. This turnkey residence comes fully furnished with designer-curated furnishings and has

    Ryan MacLaughlin Island Sotheby's Int'l Rlty(W)

    3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753
  • /36

    $28,560,000 Sold Jun 06, 2025

    • 21,692 Sq Ft
    • $1317/SF
    • 69 Days On Market
    • 8 Beds
    • 8 Baths
    • Built 2002

    3200 S Kihei Rd, Kihei, HI 96753

    Casa En Maui stands among the most extraordinary residences in Hawaii, set along Maui’s most coveted stretch of sand—Keawakapu Beach. Conceived by legendary architect Ricardo Legorreta, this bold architectural statement spans over 21,000± sq. ft. with ~100 feet of pristine beachfront lanai, pairing modern geometry with Maui’s dramatic natural beauty. Panoramic ocean views, radiant sunsets, and a

    Matt Beall Hawaii Life (PR)

    3200 S Kihei Rd, Kihei, HI 96753
    • /50

      Est $4,330,785 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,386 Sq Ft

      3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753

      3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753

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